US8802065B2 - Aqueous preservative solution with high amino acid content - Google Patents
Aqueous preservative solution with high amino acid content Download PDFInfo
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- US8802065B2 US8802065B2 US12/101,467 US10146708A US8802065B2 US 8802065 B2 US8802065 B2 US 8802065B2 US 10146708 A US10146708 A US 10146708A US 8802065 B2 US8802065 B2 US 8802065B2
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/004—Preparations used to protect coloured hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/524—Preservatives
Definitions
- the present invention relates to aqueous preservative solutions with a high amino acid content and cosmetics which contain such a preservative solution.
- Amino acids or derivatives thereof are useful materials that can be widely used in various cosmetics such as skin cosmetics and hair cosmetics. Due to an increase in the desire for cosmetics made of natural materials in recent years, several kinds of amino acids or derivatives thereof have come to be frequently incorporated therein. However, their quality control or incorporating operation has been extremely complicated. Therefore, an aqueous solution in which versatile and useful amino acids or derivatives thereof are dissolved at a high concentration in advance has been desired. However, in general, such an aqueous solution containing amino acids at a high concentration is easily degraded and deposition is easily caused depending on the amino acids incorporated therein. Therefore, there has been no product which can be used in practical applications.
- an aqueous preservative solution with a high amino acid content which is excellent in preservation, particularly a preservative effect on fungi, and safety, and is excellent in storage stability so as not to cause a problem such as depositing, coloring or smelling even when it is stored for a long time, and by being incorporated in a cosmetic, is capable of imparting a high moisturizing effect without causing a sticky feeling, and imparting an effect of preventing dyed hair from color fading.
- the present invention provides the following embodiments:
- An aqueous preservative solution with a high amino acid content comprising:
- component (A) and component (E) are present in a total amount of from 25 to 40% by weight, based on the total weight of component (A), component (B), component (C), component (D), component (E), and component (F), and
- component (A) is present in an amount of from 5 to 95% by weight, based on the total weight of component (A) and component (E), and
- the pH of the solution is from 3.5 to 6.0.
- component (B) is arginine and/or a salt thereof
- component (B) is present in an amount of from 4 to 25% by weight, based on the total weight of component (A), component (B), component (C), component (D), and component (E).
- component (C) is aspartic acid and/or a salt thereof
- component (C) is present in an amount of from 5 to 15% by weight, based on the total weight of component (A), component (B), component (C), component (D). and component (E).
- component (D) is one kind or two or more kinds selected from glycine and/or a salt thereof and alanine and/or a salt thereof, and
- component (D) is present in an amount of from 5 to 20% by weight, based on the total weight of component (A), component (B), component (C), component (D), and component (E).
- a cosmetic comprising the aqueous preservative solution with a high amino acid content according to any one of (1) to (4).
- lactic acid and/or a salt thereof (Component E) and water (Component F) in an aqueous solution containing a high content of pyrrolidone carboxylic acid and/or a salt thereof (Component A), a basic amino acid and/or a salt thereof (Component B), an acidic amino acid and/or a salt thereof (Component C) and a neutral amino acid and/or a salt thereof (Component D) at a specific incorporation ratio and at a specific pH, it has become possible to provide an aqueous preservative solution with a high amino acid content which is excellent in preservation, particularly a preservative effect on fungi, and safety, and is excellent in storage stability so as not to cause a problem such as depositing, coloring or smelling even when it is stored for a long time, and by being incorporated in a cosmetic, is capable of imparting a high moisturizing effect without causing a sticky feeling, and imparting an effect of preventing dyed hair from color fading.
- the present invention is directed to an aqueous preservative solution with a high amino acid content, comprising pyrrolidone carboxylic acid and/or a salt thereof (Component A), a basic amino acid and/or a salt thereof (Component B), an acidic amino acid and/or a salt thereof (Component C), a neutral amino acid and/or a salt thereof (Component D), lactic acid and/or a salt thereof (Component E) and water (Component F) at a specific incorporation ratio and at a specific pH.
- Component A pyrrolidone carboxylic acid and/or a salt thereof
- Component B a basic amino acid and/or a salt thereof
- Component C an acidic amino acid and/or a salt thereof
- Component D a neutral amino acid and/or a salt thereof
- Component E lactic acid and/or a salt thereof
- Water Component F
- amino acids means those directed to “basic amino acids or salts thereof, acidic amino acids or salts thereof, neutral amino acids and pyrrolidone carboxylic acid (PCA), which is an amino acid derivative, and/or salts thereof”.
- a high content means that “the ratio of the total weight of pyrrolidone carboxylic acid and/or a salt thereof (Component A), a basic amino acid and/or a salt thereof (Component B), an acidic amino acid and/or a salt thereof (Component C), and a neutral amino acid and/or a salt thereof (Component D) to the total weight of pyrrolidone carboxylic acid and/or a salt thereof (Component A), a basic amino acid and/or a salt thereof (Component B), an acidic amino acid and/or a salt thereof (Component C), a neutral amino acid and/or a salt thereof (Component D), lactic acid and/or a salt thereof (Component E) and water (Component F), which are the present constituting elements, is 15% by weight or more, preferably 18% by weight or more, more preferably 20% by weight or more, further more preferably 23% by weight or more, still further more preferably 25% by weight or more, yet still further more preferably 28% by
- aqueous preservative solution does not mean “an aqueous solution which serves as a preservative such that a substance obtained by incorporating this aqueous solution exhibits a preservative effect because of the incorporation of this aqueous solution”, but means “an aqueous solution having a specific preservative ability per se”.
- preservative effect means that “a preservative effect which satisfies the evaluation criteria of preparations in Category IA (injections and other parenterals including otic and ophthalmic preparations) described in the Supplement to the Japanese Pharmacopoeia, Fourteenth Edition when a preservative effectiveness test was carried out with respect to three strains of bacteria, Escherichia coli, Pseudomonas aeruginosa , and Staphylococcus aureus , and two strains of fungi, Candida albicans and Aspergillus niger according to the method described in 15. Preservative Effectiveness Tests in the Supplement to the Japanese Pharmacopoeia, Fourteenth Edition is exhibited”.
- the viable bacterial count is reduced to 0.1% or lower compared with the initial inoculum count within 14 days after inoculation in the test period, and the viable bacterial count remains at the same level or decreases further for 28 days thereafter until completion of the test” and “the viable count of fungi remains at the same level or less than that of the initial inoculum count until 14 days and 28 days after inoculation”.
- the constitution of this application corresponds to a preparation produced with a water-soluble base, and there is a high likelihood that it can accidentally enter the eye during handling it as a cosmetic material, therefore, the preparations in Category IA according to the Japanese Pharmacopoeia (injections and other parenterals including otic and ophthalmic preparations) are chosen.
- the pyrrolidone carboxylic acid and/or a salt thereof as (Component A) to be used in the invention have/has a moisturizing effect and an effect of preventing dyed hair from color fading and acts synergistically with lactic acid or a salt thereof as (Component E) to exhibit a preservative effect in a cosmetic in which the aqueous preservative solution with a high amino acid content of the invention is incorporated.
- Pyrrolidone carboxylic acid in either a free form or a salt form can be used.
- the salt thereof is not particularly limited as long as it is a salt that can be used in a common cosmetic, and examples thereof include alkali metal salts such as sodium salts and potassium salts; alkaline earth metal salts such as calcium salts and magnesium salts; amine salts such as ammonium salts and ethanol amine salts; salts of basic amino acids such as lysine and arginine; and the like, and alkali metal salts are preferred. These may be in an optically active form (L-form or D-form) or a racemic form (DL-form). These may be used alone or by mixing two or more kinds thereof.
- alkali metal salts such as sodium salts and potassium salts
- alkaline earth metal salts such as calcium salts and magnesium salts
- amine salts such as ammonium salts and ethanol amine salts
- salts of basic amino acids such as lysine and arginine
- alkali metal salts are preferred. These may be in an optically active form (L-form
- L-pyrrolidone carboxylic acid sodium L-pyrrolidone carboxylate, potassium DL-pyrrolidone carboxylate, ammonium DL-pyrrolidone carboxylate and the like.
- L-pyrrolidone carboxylic acid and alkali metal salts of L-pyrrolidone carboxylic acid are preferred.
- L-pyrrolidone carboxylic acid and a sodium salt of L-pyrrolidone carboxylic acid are preferred.
- the basic amino acid and/or a salt thereof as (Component B) to be used in the invention have/has an effect of promoting the production of collagen or promoting blood circulation in the skin, and an effect of improving the prevention of dyed hair from color fading in hair.
- the basic amino acid is not particularly limited as long as it is a compound having amino groups more than acidic groups in its molecule, and may be either a natural compound or an unnatural compound. It does not matter whether it is used as a basic amino acid in a free form or a salt form.
- the salt thereof is not particularly limited as long as it is a salt that can be used in a common cosmetic, and examples thereof include inorganic acid salts such as hydrochloride salts and sulfate salts; organic acid salts such as acetate salts and citrate salts; acidic amino acid salts such as glutamic acid and aspartic acid; and the like, and hydrochloride salts are preferred (with the proviso that in the case of using an acidic amino acid salt, it is considered as a combination of amino acids in a free form, and a basic amino acid moiety is classified into (Component B) and an acidic amino acid moiety is classified into (Component C)).
- inorganic acid salts such as hydrochloride salts and sulfate salts
- organic acid salts such as acetate salts and citrate salts
- acidic amino acid salts such as glutamic acid and aspartic acid
- hydrochloride salts are preferred (with the proviso that in the case of using an acidic
- L-form or D-form may be in an optically active form (L-form or D-form) or a racemic form (DL-form), however, L-form is preferred. These may be used alone or by mixing two or more kinds thereof. Specific examples thereof include L-lysine, D-lysine, DL-lysine, L-lysine hydrochloride, L-lysine sulfate, L-lysine acetate, L-hydroxylysine, D-hydroxylysine, DL-hydroxylysine, L-hydroxylysine hydrochloride, L-hydroxylysine sulfate, L-hydroxylysine acetate, L-arginine, D-arginine, DL-arginine, L-arginine hydrochloride, L-arginine sulfate, L-arginine acetate, L-histidine, D-histidine, DL-histidine, L-histidine hydrochloride, L-histidine sulfate,
- arginine and/or salts thereof histidine and/or salts thereof, and ornithine and/or salts thereof
- L-arginine, L-arginine hydrochloride, L-histidine, L-histidine hydrochloride, L-ornithine and L-ornithine hydrochloride more preferred are arginine and/or salts thereof, and particularly preferred is L-arginine or L-arginine hydrochloride.
- the acidic amino acid and/or a salt thereof as (Component C) to be used in the invention have/has an effect of imparting a moisturizing effect.
- the acidic amino acid is not particularly limited as long as it is a compound having acidic groups such as a carboxyl group and a sulfonic acid group more than amino groups in its molecule, and may be either a natural compound or an unnatural compound. It does not matter whether it is used as an acidic amino acid in a free form or a salt form.
- the salt thereof is not particularly limited as long as it is a salt that can be used in a common cosmetic, and examples thereof include alkali metal salts such as sodium salts and potassium salts; alkaline earth metal salts such as calcium salts and magnesium salts; amine salts such as ammonium salts and ethanol amine salts; salts of basic amino acids such as lysine and arginine; and the like, and alkali metal salts are preferred (with the proviso that in the case of using a basic amino acid salt, it is considered as a combination of amino acids in a free form, and a basic amino acid moiety is classified into (Component B) and an acidic amino acid moiety is classified into (Component C)).
- alkali metal salts such as sodium salts and potassium salts
- alkaline earth metal salts such as calcium salts and magnesium salts
- amine salts such as ammonium salts and ethanol amine salts
- salts of basic amino acids such as lysine and arginine
- L-form or D-form may be in an optically active form (L-form or D-form) or a racemic form (DL-form), however, L-form is preferred.
- L-form is preferred.
- L-form may be used alone or by mixing two or more kinds thereof.
- Specific examples thereof include L-aspartic acid, D-aspartic acid, DL-aspartic acid, sodium salts of L-aspartic acid, potassium salts of L-aspartic acid, magnesium salts of L-aspartic acid, L-glutamic acid, D-glutamic acid, DL-glutamic acid, sodium salts of L-glutamic acid, potassium salts of L-glutamic acid, magnesium salts of L-glutamic acid and the like.
- aspartic acid and/or salts thereof are aspartic acid and/or salts thereof, more preferred are L-aspartic acid and alkali metals salts of L-aspartic acid, and further more preferred are L-aspartic acid and sodium salts of L-aspartic acid.
- the neutral amino acid and/or a salt thereof as (Component D) to be used in the invention have/has an effect of effectively reducing a sticky feeling.
- the neutral amino acid is not particularly limited as long as it is a compound in which the number of amino groups is identical to the number of acidic groups in its molecule, and may be either a natural compound or an unnatural compound.
- the salt thereof is not particularly limited as long as it is a salt that can be used in a common cosmetic, and examples thereof include alkali metal salts such as sodium salts and potassium salts; inorganic acid salts such as hydrochloric acid and sulfuric acid; and the like. These may be in an optically active form (L-form or D-form) or a racemic form (DL-form), however, L-form is preferred.
- glycine and/or salts thereof preferred are glycine and/or salts thereof, and alanine and/or salts thereof, more preferred are glycine, L-alanine, D-alanine and DL-alanine, and further more preferred are glycine and L-alanine.
- Lactic acid and/or a salt thereof as (Component E) to be used in the invention have/has an effect of preserving an aqueous preservative solution with a high amino acid content together with pyrrolidone carboxylic acid and/or a salt thereof as (Component A). Lactic acid and/or a salt thereof may be used as lactic acid in a free form or a salt form.
- the salt thereof is not particularly limited as long as it is a salt that can be used in a common cosmetic, and examples thereof include alkali metal salts such as sodium salts and potassium salts; alkaline earth metal salts such as calcium salts and magnesium salts; amine salts such as ammonium salts and ethanol amine salts; salts of basic amino acids such as lysine and arginine; and the like, and alkali metal salts are preferred. These may be in an optically active form (L-form or D-form) or a racemic form (DL-form). These may be used alone or by mixing two or more kinds thereof.
- alkali metal salts such as sodium salts and potassium salts
- alkaline earth metal salts such as calcium salts and magnesium salts
- amine salts such as ammonium salts and ethanol amine salts
- salts of basic amino acids such as lysine and arginine
- alkali metal salts are preferred. These may be in an optically active form (L-form
- L-lactic acid examples thereof include L-lactic acid, D-lactic acid, DL-lactic acid, sodium L-lactate, sodium D-lactate, sodium DL-lactate, potassium DL-lactate, ammonium DL-lactate and the like.
- L-lactic acid preferred are L-lactic acid, DL-lactic acid, alkali metal salts of L-lactic acid and alkali metal salts of DL-lactic acid, and more preferred are DL-lactic acid and sodium salts of DL-lactic acid.
- Water to be used as (Component F) of the invention is not particularly limited as long as it has a purity to such an extent that it is commonly used in a washing agent or a cosmetic.
- ion exchanged water well water, natural water, groundwater, tap water, hard water, soft water, or the like can be used.
- one kind may be used, or two or more kinds selected from the above group may be used as a mixture.
- ion exchanged water is preferred.
- the lower limit of the pH of the aqueous preservative solution with a high amino acid content of the invention is not particularly limited as long as crystal deposition of an amino acid, particularly an acidic amino acid is not caused. However, it is preferably 3.5, more preferably 4.0, further more preferably 4.3, still further more preferably 4.5, and particularly preferably 4.8.
- the upper limit of the pH of the aqueous preservative solution with a high amino acid content of the invention is not particularly limited as long as it has a preservative effect. However, from the viewpoint of having an effect particularly on Aspergillus niger , it is preferably 6.0, more preferably 5.8, further more preferably 5.6, still further more preferably 5.5, and particularly preferably 5.4.
- the pH may be achieved either by only the incorporation amount or combination of pyrrolidone carboxylic acid as (Component A), an acidic amino acid as (Component C) and lactic acid as (Component E), all of which are acidic components of the present composition, or by additionally incorporating an organic acid such as citric acid, acetic acid, malic acid, tartaric acid or glycolic acid, or an inorganic acid such as hydrochloric acid, sulfuric acid or phosphoric acid.
- an organic acid such as citric acid, acetic acid, malic acid, tartaric acid or glycolic acid
- an inorganic acid such as hydrochloric acid, sulfuric acid or phosphoric acid.
- the pH is achieved only by the incorporation amount or combination of pyrrolidone carboxylic acid as (Component A), an acidic amino acid as (Component C) and lactic acid as (Component E), all of which are acidic components of the present composition.
- the weight of (Component A)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is preferably in the range of from 30 to 60% by weight.
- an aqueous preservative solution with a high amino acid content in which the above ratio is less than 30% by weight is incorporated in a cosmetic, a sufficient moisturizing effect or a sufficient effect of preventing dyed hair from color fading cannot be obtained in some cases.
- the above ratio exceeds 60% by weight, deposition of an amino acid may be caused in some cases.
- the lower limit of the weight of (Component A)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 31% by weight, further more preferably 33% by weight, still further more preferably 35% by weight, and particularly preferably 37% by weight from the viewpoint that an aqueous preservative solution with a high amino acid content in which the content of amino acids is made as high as possible while maintaining a favorable moisturizing effect can be provided.
- the upper limit of the weight of (Component A)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 58% by weight, further more preferably 55% by weight, still further more preferably 53% by weight, yet still further more preferably 50% by weight, particularly preferably 48% by weight, and most preferably 45% by weight from the viewpoint that an aqueous preservative solution with a high amino acid content in which the content of amino acids is made as high as possible while maintaining a favorable moisturizing effect can be provided.
- the weight of (Component B)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is preferably in the range of from 4 to 25% by weight.
- an aqueous preservative solution with a high amino acid content in which the above ratio is less than 4% by weight is incorporated in a cosmetic, a sufficient effect of promoting the production of collagen or promoting blood circulation cannot be obtained in the skin, and a sufficient effect of improving the prevention of dyed hair from color fading cannot be obtained in hair in some cases.
- the above ratio exceeds 25% by weight, an adverse effect on the pH adjustment may be caused to result in deviation from the pH range in some cases.
- the lower limit of the weight of (Component B)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 6% by weight, further more preferably 8% by weight, and particularly preferably 10% by weight from the viewpoint that an aqueous preservative solution with a high amino acid content in which a high content of amino acids is achieved while providing an effect of promoting the production of collagen or promoting blood circulation in the skin, and an effect of improving the prevention of dyed hair from color fading in hair can be provided.
- the upper limit of the weight of (Component B)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 23% by weight, further more preferably 20% by weight, still further more preferably 19% by weight, and particularly preferably 18% by weight from the viewpoint that an aqueous preservative solution with a high amino acid content in which a high content of amino acids is achieved while providing an effect of promoting the production of collagen or promoting blood circulation in the skin, and an effect of improving the prevention of dyed hair from color fading in hair can be provided.
- the weight of (Component C)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is preferably in the range of from 5 to 15% by weight.
- an aqueous preservative solution with a high amino acid content in which the above ratio is less than 5% by weight is incorporated in a cosmetic, an effect of imparting a moisturizing effect cannot be obtained in some cases.
- the above ratio exceeds 15% by weight, deposition may be caused during storage at a low temperature in some cases.
- the lower limit of the weight of (Component C)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 6% by weight, further more preferably 7% by weight, and particularly preferably 8% by weight from the viewpoint that a favorable moisturizing effect can be provided without causing deposition during storage at a low temperature.
- the upper limit of the weight of (Component C)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 14% by weight, further more preferably 13% by weight, and particularly preferably 12% by weight from the viewpoint that a favorable moisturizing effect can be provided without causing deposition during storage at a low temperature.
- the weight of (Component D)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is preferably in the range of from 5 to 20% by weight.
- an aqueous preservative solution with a high amino acid content in which the above ratio is less than 5% by weight is incorporated in a cosmetic, an effect of reducing a sticky feeling may be insufficient in some cases.
- the above ratio exceeds 20% by weight, it may inhibit the other amino acids from being incorporated at a high content to cause deposition of amino acids in some cases.
- the lower limit of the weight of (Component D)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 6% by weight, further more preferably 7% by weight, still further more preferably 8% by weight, yet still further more preferably 9% by weight, and particularly preferably 10% by weight from the viewpoint of having an effect of reducing a sticky feeling without inhibiting the other amino acids from being incorporated at a high content to cause deposition of amino acids.
- the upper limit of the weight of (Component D)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 19% by weight, further more preferably 18% by weight, still further more preferably 17% by weight, yet still further more preferably 16% by weight, and particularly preferably 15% by weight from the viewpoint of having an effect of reducing a sticky feeling without inhibiting the other amino acids from being incorporated at a high content to cause deposition of amino acids.
- the weight of (Component E)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is preferably in the range of from 5 to 56% by weight.
- the above ratio is less than 5% by weight, an effect of preserving the aqueous preservative solution with a high amino acid content may be insufficient in some cases.
- the above ratio exceeds 56% by weight, it may inhibit the other amino acids from being incorporated at a high content to cause deposition of amino acids in some cases.
- the lower limit of the weight of (Component E)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 8% by weight, further more preferably 10% by weight, still further more preferably 13% by weight, yet still further more preferably 15% by weight, and particularly preferably 20% by weight from the viewpoint of having a sufficient preservative effect without inhibiting the other amino acids from being incorporated at a high content to cause deposition of amino acids.
- the upper limit of the weight of (Component E)/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)] (% by weight) is more preferably 50% by weight, further more preferably 45% by weight, still further more preferably 40% by weight, yet still further more preferably 35% by weight, and particularly preferably 30% by weight from the viewpoint of having a sufficient preservative effect without inhibiting the other amino acids from being incorporated at a high content to cause deposition of amino acids.
- [the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is preferably in the range of from 29 to 65% by weight.
- the above ratio is less than 29% by weight, the respective effects and preservative abilities of the amino acids may be insufficient in some cases.
- the above ratio exceeds 65% by weight, deposition of amino acids incorporated therein may be easily caused in some cases.
- the lower limit of [the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is more preferably 32% by weight, further more preferably 34% by weight, still further more preferably 36% by weight, yet still further more preferably 38% by weight, and particularly preferably 40% by weight from the viewpoint of sufficiently having the respective effects and preservative abilities of the amino acids without causing deposition of amino acids incorporated therein.
- the upper limit of [the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is more preferably 63% by weight, further more preferably 60% by weight, still further more preferably 58% by weight, yet still further more preferably 55% by weight, and particularly preferably 52% by weight from the viewpoint of sufficiently having the respective effects and preservative abilities of the amino acids without causing deposition of amino acids incorporated therein.
- [the total weight of (Component A)+(Component B)+(Component C)+(Component D)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] means % by weight of the total amino acids in the aqueous preservative solution with a high amino acid content, and is preferably in the range of from 15 to 60% by weight.
- the above ratio is less than 15% by weight, the effects of the amino acids may be diluted when the amino acids are incorporated in a cosmetic in some cases.
- deposition of amino acids may be accompanied in some cases.
- the lower limit of [the total weight of (Component A)+(Component B)+(Component C)+(Component D)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is more preferably 18% by weight, further more preferably 20% by weight, still further more preferably 23% by weight, yet still further more preferably 28% by weight, and particularly preferably 30% by weight from the viewpoint of sufficiently having the respective effects and preservative abilities of the amino acids without causing deposition of amino acids incorporated therein.
- the upper limit of [the total weight of (Component A)+(Component B)+(Component C)+(Component D)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is more preferably 58% by weight, further more preferably 55% by weight, still further more preferably 53% by weight, yet still further more preferably 50% by weight, and particularly preferably 45% by weight from the viewpoint of sufficiently having the respective effects and preservative abilities of the amino acids without causing deposition of amino acids incorporated therein.
- [the total weight of (Component A)+(Component E)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is used in the range of from 25 to 40% by weight.
- the above ratio is less than 25% by weight, the specific gravity of the aqueous preservative solution with a high amino acid content is lowered and a preservative effect may be insufficient in some cases.
- the above ratio exceeds 40% by weight, it may adversely affect the solubility of amino acids to cause deposition of amino acids in some cases.
- the lower limit of [the total weight of (Component A)+(Component E)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is more preferably 26% by weight, further more preferably 27% by weight, still further more preferably 28% by weight, yet still further more preferably 29% by weight, and particularly preferably 30% by weight from the viewpoint that an aqueous preservative solution with a high amino acid content in which the content of amino acids is made as high as possible while maintaining a favorable preservative effect can be provided.
- the upper limit of [the total weight of (Component A)+(Component E)]/[the total weight of (Component A)+(Component B)+(Component C)+(Component D)+(Component E)+(Component F)] (% by weight) is more preferably 39% by weight, further more preferably 38% by weight, still further more preferably 37% by weight, yet still further more preferably 36% by weight, and particularly preferably 35% by weight from the viewpoint that an aqueous preservative solution with a high amino acid content in which the content of amino acids is made as high as possible while maintaining a favorable preservative effect can be provided.
- the weight of (Component A)/[the total weight of (Component A)+(Component E)] (% by weight) is not particularly limited as long as it provides a preservative effect and does not affect deposition of amino acids and the like, and is preferably in the range of from 50 to 95% by weight.
- a preservative effect particularly an effect on Aspergillus niger may be insufficient in some cases.
- a preservative effect particularly an effect on Aspergillus niger may be similarly insufficient in some cases.
- the lower limit of the weight of (Component A)/[the total weight of (Component A)+(Component E)] (% by weight) is more preferably 52% by weight, further more preferably 54% by weight, still further more preferably 56% by weight, and particularly preferably 60% by weight from the viewpoint that an effect particularly on Aspergillus niger is effective.
- the upper limit of the weight of (Component A)/[the total weight of (Component A)+(Component E)] (% by weight) is more preferably 90% by weight, further more preferably 85% by weight, still further more preferably 80% by weight, yet still further more preferably 75% by weight, and particularly preferably 70% by weight from the viewpoint that an effect particularly on Aspergillus niger is effective.
- a variety of additives that are used in common cosmetics can be added to such an extent that the effect of the invention is not impaired.
- Such an additive can be appropriately selected by a person skilled in the art according to a desired characteristic, and the type thereof is not particularly limited.
- a water-soluble compound that does not impair the property as a transparent aqueous solution is preferred.
- the total incorporation amount of the additives is preferably 5% or less based on the total weight of the aqueous preservative solution with a high amino acid content.
- additives examples include organic salts, hydrolyzed proteins, alcohols, extracts, water-soluble vitamins, enzymes, antiinflammatory agents, antioxidants, chelating agents, dyes, wetting agents, moisturizing agents, surfactants, water-soluble polymers and the like.
- the aqueous preservative solution with a high amino acid content of the invention can be diluted with water and used as a cosmetic, and also can be incorporated in a cosmetic as a part of constituting elements to prepare a cosmetic.
- cosmetics for washing such as face soaps, face washes (in the form of a cream, a paste, a liquid and a gel, using an aerosol and the like) and shampoos
- hair cosmetics such as hair treatments (hair treatments in the form of a cream, a mist, a gel or in the other form, and including coating preparations for split ends) and hair setting preparations (setting lotions, curler lotions, hair pomades, stick pomades for cosmetic purposes, hair sprays, hair mists, hair liquids, hair foams, hair gels and watery greases)
- basic skin care cosmetics such as general creams, milky lotions (cleansing creams, cold creams, vanishing creams, hand creams and the like), creams for shaving (after-shaving creams
- a moisturizing effect of a salt of pyrrolidone carboxylic acid and amino acids and an effect of preventing dyed hair from color fading are particularly expected, preferred are cosmetics for washing, hair cosmetics, and basic skin care cosmetics, more preferred are hair cosmetics, and further more preferred are hair treatments (hair treatments in the form of a cream, a mist, an oil, a gel or in the other form, and including coating preparations for split ends) and hair setting preparations (setting lotions, curler lotions, hair pomades, stick pomades for cosmetic purposes, hair sprays, hair mists, hair liquids, hair foams, hair gels and watery greases).
- a cosmetic in the case where a cosmetic is prepared by incorporating the aqueous preservative solution with a high amino acid content of the invention as a part of constituting elements, it may be incorporated in an amount of about 0.01 to 20% by weight, and the incorporation amount thereof may be appropriately determined according to the type of cosmetic.
- the incorporation amount thereof is preferably from 0.02% by weight to 15% by weight, more preferably from 0.03% by weight to 10% by weight, and particularly preferably from 0.05% by weight to 6% by weight.
- the incorporation amount thereof is preferably from 0.1 to 6% by weight.
- the incorporation amount thereof is preferably from 0.05 to 3% by weight.
- the viable bacterial count is reduced to 0.1% or lower compared with the initial inoculum count within 14 days after inoculation in the test period, and the viable bacterial count remains at the same level or decreases further for 28 days thereafter until completion of the test, and the viable count of fungi remains at the same level or less than that of the initial inoculum count until 14 days and 28 days after inoculation.
- Fourteenth Edition refers to a case where in the case of bacteria, the viable bacterial count is reduced to 0.1% or lower compared with the initial inoculum count within 7 days after inoculation in the test period, and the viable bacterial count remains at the same level or decreases further for 28 days thereafter until completion of the test, and in the case of fungi, the viable count of fungi is reduced to 10% or lower compared with the initial inoculum count within 28 days after inoculation.
- a transparent glass bottle with a capacity of 50 mL was filled with an aqueous preservative solution with a high amino acid content, and closed with a cap and then left stand at ⁇ 5° C. After one month, the dissolution state of a mixture immediately after the bottle was taken out from a storage chamber was visually evaluated based on the following evaluation criteria.
- Two types of hair liquid formulations with a composition shown in the following Table 1 were prepared. Each of the hair liquid formulations in an amount of 0.5 mL was applied to a hair bundle with a length of about 20 cm and a weight of about 3 g and dried with a dryer while spreading it with a comb. A sensory evaluation was carried out by 5 panelists in terms of a moist feeling after one hour and ranked based on the following criteria. Then, the case where an average point is 3.1 or higher was evaluated as ⁇ , the case where an average point is from 2.5 to 3.0 was evaluated as ⁇ , the case where an average point is from 2.0 to 2.4 was evaluated as ⁇ , and the case where an average point is 1.9 or lower was evaluated as X.
- Test formulation gives a moist feeling much more than Comparative formulation.
- Test formulation gives a moist feeling a little more than Comparative formulation.
- Test formulation gives a moist feeling to the same extent as Comparative formulation.
- Comparative formulation gives a moist feeling a little more than Test formulation.
- Comparative formulation gives a moist feeling much more than Test formulation.
- Each of the hair liquid formulations in an amount of 0.5 mL was applied to a hair bundle with a length of about 20 cm and a weight of about 3 g and dried with a dryer while spreading it with a comb.
- a sensory evaluation was carried out by 5 panelists in terms of a sticky feeling of Test formulation compared with Comparative formulation after one hour and ranked based on the following criteria. Then, the case where an average point is 3.1 or higher was evaluated as ⁇ , the case where an average point is from 2.5 to 3.0 was evaluated as ⁇ , the case where an average point is from 2.0 to 2.4 was evaluated as ⁇ , and the case where an average point is 1.9 or lower was evaluated as X.
- Test formulation gives a little less sticky feeling than Comparative formulation.
- Test Comparative formulation formulation Aqueous preservative solution with a 1.5 0.0 high amino acid content (test liquid) Base POE (25) glyceryl 1.2 1.2 formulation monopyroglutamate POE (40) hydrogenated castor 0.3 0.3 oil monopyroglutamate Octyldodecanol 0.1 0.1 Butylene glycol 5.0 5.0 Methylparaben 0.1 0.1 Ethanol 10.0 10.0 Carboxymethyl cellulose 0.6 0.6 Water Balance Balance Total 100.0 100.0 Prevention of Dyed Hair from Color Fading.
- a hair bundle of highly bleached hair (light brown) with a length of about 10 cm and a weight of about 1 g was dyed with a commercially available oxidative hair dye (red) according to the instruction for use.
- the dyed hair bundle was immersed in 50 mL of a liquid obtained by diluting an aqueous preservative solution with a high amino acid content to 20-fold for 30 minutes and rinsed with tap water. After drying, the hair bundle was washed three times with a commercially available hair shampoo, and then, the color thereafter was evaluated according to the following criteria.
- Hair bundles were separately prepared by immersing the dyed hair bundles in ion exchanged water for 30 minutes, and 4 reference controls were prepared as follows: Control 0: without shampooing; Control 1: with shampooing using a commercially available hair shampoo once; Control 2: with shampooing using a commercially available hair shampoo twice; and Control 3: with shampooing using a commercially available hair shampoo three times.
- Aqueous preservative solutions with a high amino acid content (Examples 1 to 9 and Comparative Examples 1 to 8) with a composition shown in the following Table 2 were prepared, and tests were carried out in terms of a preservative effect, low-temperature stability, a moisturizing property, stickiness, and color fading.
- the amount of each incorporated component shown in the table (a numerical value in the table) is represented by a weight percentage (%) when the total composition is assumed to be 100.
- Example 1 Example 2
- Example 3 Example 4
- Example 5 Example 6
- Example 7 Example 8
- Component A Sodium L-pyrrolidone 15.00 20.00 20.00 20.00 15.00 15.00 16.75 15.00 carboxylate
- Component B L-arginine 8.00 8.00 6.00 8.00 8.00 8.00 8.00 8.00 8.00 8.00 8.00 L-lysine 0.35 L-histidine 0.15 0.15 0.15 0.20 0.15 0.20
- Component C L-glutamic acid 5.75 L-aspartic acid 5.20 5.20 4.88 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20 5.20
- Component D Glycine 1.30 1.30 3.00 1.30 1.30 1.60 1.60 1.30 1.60 L-alanine 1.20 1.20 2.00 1.20 1.20 1.
- Example 1 Example 2 Example 3
- Example 4 Example 5
- Example 6 Example 7
- Example 8 Example 9 pH 5.00 5.10 4.63 4.65 4.47 4.78 5.11 5.45 4.52
- Escherichia coli ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ effect Pseudomonas aeruginosa ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ Staphylococcus aureus ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇
- Candida albicans ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇
- Aspergillus niger ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇
- Low-temperature stability ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇
- Moisturizing effect ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ Sticky feeling ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ Effect of
- Example 2 Example 3
- Example 4 Example 5
- Example 6 Example 7
- Example 8 Component A Sodium L-pyrrolidone 10.000 18.00 25.00 24.00 carboxylate Sodium DL-pyrrolidone 10.00 5.00 10.00 carboxylate L-pyrrolidone carboxylic acid 4.30 1.71 4.30 Component B L-arginine 0.30 0.30 0.30 8.00 8.00 8.00 8.00 L-lysine 0.35 0.35 0.35 L-histidine 0.15 0.15 0.20
- Component C L-glutamic acid 0.75 0.75 0.75 0.75 5.20 0.75 0.75 L-aspartic acid 8.00
- Component D Glycine 1.00 1.00 1.00 1.30 1.30 1.60 1.60 1.60 1.60 L-alanine 0.40 0.40 0.40 1.20 1.20 1.50 3.00 3.00 L-proline 0.10 0.10 0.10 0.40 0.40 0.50 0.50 0.50 0.50 1.50 0.80
- Examples 1 to 9 in which the respective components were incorporated at a specific ratio and at a specific pH exhibited an extremely high preservative effect on all the species of microorganisms. Further, they were also excellent in low-temperature stability, a moisturizing property, stickiness, and an effect of preventing color fading.
- Comparative Examples 1 and 2 although a preservative which is commonly used for cosmetic purpose was incorporated in an amount commonly used, the preservative effect on some microorganisms, particularly on Aspergillus niger was not sufficient. Further, although the moisturizing property and less-stickiness were good, the effect of preventing dyed hair from color fading was not sufficient.
- Comparative Example 5 and Comparative Example 6 the pH of the formulations was higher than 5.5, and the preservative effect on several strains of microorganisms was not sufficient.
- Comparative Examples 7 and 8 in which (Component A) and (Component E) were incorporated alone, respectively, the preservative effect mainly on Aspergillus niger was not sufficient, and moreover, there was a tendency that the moisturizing effect was also lowered.
- a hair shampoo formulation with a composition shown in the following Table 3 was prepared.
- lactic acid and/or a salt thereof (Component E) and water (Component F) in an aqueous solution containing a high content of pyrrolidone carboxylic acid and/or a salt thereof (Component A), a basic amino acid and/or a salt thereof (Component B), an acidic amino acid and/or a salt thereof (Component C) and a neutral amino acid and/or a salt thereof (Component D) at a specific incorporation ratio and at a specific pH, it has become possible to provide an aqueous preservative solution with a high amino acid content which is excellent in preservation, particularly a preservative effect on fungi, and safety, and is excellent in storage stability so as not to cause a problem such as depositing, coloring or smelling even when it is stored for a long time, and when incorporated in a cosmetic, is capable of imparting a high moisturizing effect without causing a sticky feeling, and imparting an effect of preventing dyed hair from color fading. Further, it is significant that
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BR112012007598A2 (pt) * | 2009-09-29 | 2016-08-23 | Shiseido Co Ltd | composição para promoção da produção de colágeno |
WO2011102395A1 (ja) * | 2010-02-16 | 2011-08-25 | 味の素株式会社 | ピロリドンカルボン酸またはその塩の製造方法 |
CN101851869B (zh) * | 2010-06-09 | 2012-06-13 | 五邑大学 | 一种活性染料的助促染剂 |
CN102146343B (zh) * | 2010-12-31 | 2012-07-25 | 吴海燕 | 一种长期保持捕食线虫真菌活性的保存方法 |
DE102011089612A1 (de) * | 2011-12-22 | 2013-06-27 | Henkel Ag & Co. Kgaa | Körperpflegemittel mit verbesserter Hautfeuchte |
JP2015134751A (ja) * | 2013-12-18 | 2015-07-27 | 御木本製薬株式会社 | アクアポリン産生促進剤 |
US9833394B1 (en) | 2016-05-12 | 2017-12-05 | L'oreal | Methods and compositions for improving the quality and durability of color in artificially colored hair |
US9820922B1 (en) | 2016-05-12 | 2017-11-21 | L'oreal | Methods and compositions for improving the quality and durability of color in artificially colored hair |
US9839590B2 (en) | 2016-05-12 | 2017-12-12 | L'oreal | Methods and compositions for improving the quality and durability of color in artificially colored hair |
RU2018146294A (ru) * | 2016-06-17 | 2020-07-17 | Драг Деливери Солюшенз Апс | Композиция для лечения уремического зуда |
US10426716B2 (en) | 2017-08-30 | 2019-10-01 | L'oreal | Compositions and methods for improving color deposit and durability of color in artificially colored hair |
US10363208B2 (en) | 2017-08-30 | 2019-07-30 | L'oreal | Methods for improving the durability of color in artificially colored hair |
CN112137995A (zh) | 2019-06-28 | 2020-12-29 | 默克专利股份有限公司 | 增加皮肤细胞中钙的细胞利用率的方法和混合物 |
CN115078043B (zh) * | 2022-07-08 | 2024-03-29 | 珠海美华医疗科技有限公司 | 一种真菌染色液及其制备方法 |
US20240197594A1 (en) * | 2022-12-19 | 2024-06-20 | Colgate-Palmolive Company | Personal care compositions |
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